
Family-friendly holiday rentals in Callicoon
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Callicoon
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Romantic Tiny Home Couples Cabin
Welcome to Treetop Getaways. We are a Luxury Treehouse vacation destination. These absolutely gorgeous little cabins have all of the amenities you could want from a comfortable stay, such as running water, showers, toilets, heat and ac...not to mention a nice cozy environment with beautiful Scenic views of the Wildlife Reserve behind us. With all of the lake activities, hiking, wineries, breweries amazing food and resorts/spas just minutes from your door, you will never run out of things to do!

Modern Getaway in the Catskills
Our rental unit has a private entrance with kitchen, living & dining rooms and full bath on the first floor. 1 bedroom w/ Queen bed , AC and 1/2 bath on 2nd fl. A porch w/ patio furn. a charcoal BBQ and 50 wooded acres to explore. We supply sheets, towels, kitchenware, coffeemaker and 2 flat screen satellite TVs, Internet and Wi-Fi. A great getaway for 2 adults. 20 min. to Bethel Woods 30 mins to Resorts World Casino. No smoking, pets, animals or children. All are welcome. Rainbow Friendly.

Cozy Cottage in Popular Narrowsburg
A sweet cottage in the artsy hamlet of Narrowsburg welcomes you for a quiet retreat in the country. Moments from the Delaware River and the village, spend hours taking in the serenity of the river and rolling hills of the surrounding countryside, or popping into town for arts and entertainment. There are two separate bedrooms, one with a queen bed and one with a full bed; a well-equipped kitchen; WiFi; a front and back porch; and a deck Come enjoy the all-season splendor of Sullivan County

Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
Escape to the Cedar Haven A-Frame in Damascus, PA – the perfect romantic hideaway just a short drive from NYC. Nestled in peaceful woods, this cozy 400-square-foot retreat offers all you need for a relaxing escape. Soak in the private hot tub, roast marshmallows by the fire pit, or unwind to music as you watch the forest through wide windows. Whether celebrating a special occasion or just needing time away, the tiny cabin invites you to unplug, reconnect, and make memories in nature’s embrace.

The Schoolhouse at Kenoza Lake
The Schoolhouse at Kenoza Lake. This late 1800's renovated schoolhouse is the perfect getaway. Only a 2 hour drive from NYC. Old world charm with modern finishes. House features one bedroom plus a sleeping loft, a total of 3 beds plus a bunk bed, claw foot tub, cast iron wood stove, dinner barn, sleeping loft, vegetable garden, outdoor fire pit with bistro lights and Adirondack chairs. 10-20 min driving distance to all of Sullivan County's culinary offerings. 7 min drive to grocery store.

Like Home, 2 BR Apt - Historic Home- Honesdale, PA
Cherished Haus is a completely restored 1890's Italianate home. It was lovingly restored by a very special man, my dad. Newly equipped with high end appliances and finishes, Cherished Haus is a short drive from downtown Honesdale’s Main Street boutiques and eateries, and is convenient to area restaurants, Lake Wallenpaupack, and other local attractions. It is also centrally located to large box stores, supermarkets, and a liquor store, making it easy to pick up the essentials for your stay.

Chic Cabin on Callicoon Creek
***FEATURED IN ARCHITECTURAL DIGEST, TRAVEL & LEISURE, APARTMENT THERAPY, AND FODORS TRAVEL*** Set back on a small private road, this cabin dating back to the 1800s is perched above the Callicoon Creek, popular with fly fishermen casting for rainbow trout. Head up the wooded driveway and find yourself in a serene, green clearing all your own. The cabin and studio make for a peaceful getaway, shielded from the surroundings, but incredibly convenient for reaching nearby towns and activities.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Chez Cochecton, a modern cabin in the Catskills
Completely renovated inside and out. This unique cabin style home is built for style and comfort. You'll love the thoughtful design and finishing touches. Enjoy some music and wine while relaxing in the private backyard. Cochecton and neighboring towns of Callicoon and Narrowsburg are full of amazing restaurants, shops and hangouts. Situated just off the Delaware River, this home is very close to swimming, hiking, and kayaking. Enjoy all the beautiful Catskills have to offer all year long!

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park being Developed by the artist Tom and Carol Holmes. The Park is 38 acres of rolling hills, grass land with valley views, bordered by two streams and woodlands. The views are magnificent. The house is set on the second tier of three rolling hills 1000 feet up from the road. The property is the newest building project/ABNB offering from Tom; who creates magical and life changing experiences...in the landscape; at EBC Bird Sanctuary Sculpture Park.

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

In the clouds your cozy- lake house
Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery
Popular amenities for Callicoon family-friendly rentals
Family-friendly home rentals with a hot tub

Summer Spa on a Cascading Brook - The Water House

The Swiss Hill Farmhouse

Tiny glamping cabin with mineral spring hot tub

Modern Rustic Cabin with Waterfalls and 30 acres

Lakefront w/ HotTub, FP, Pet Friendly, & Game Room

Driftwood Cottage on Welcome Lake-peaceful retreat

Renovated Country Cottage w/ Hot Tub & View

Wonder's Never Cease: Hot Tub, Sauna & Cold Plunge
Family- and pet-friendly home rentals

Remote Waterfall Cabin at Swiftwater Acres

Delaware River retreat

Cozy Catskills Escape with Wildlife and Views

Element House - Off Grid Hideout

Cozy Scandi-Chic Renovated Cabin with Fireplace

Lucky Lane Cottage

8B Lakeview Duplex New Cabin WiFi - AC- Cable TV

forest cottage 1880s
Family-friendly home rentals with a pool

Ski & Sauna! Modern Mountain Escape

Mid-century A-frame nestled amongst the trees

Stunning Mountain Cabin w/ Pool & Hot Tub

Experience The Zen House

Lakeside Oasis

Bella Cottage w/Cozy Fireplace & BBQ, Fall Getaway

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Modern House with Hot-Tub and Fireplace
Quick stats about holiday rentals that are family-friendly in Callicoon

Total holiday rentals
Explore 10 holiday rentals in Callicoon

Nightly prices starting at
Callicoon holiday rentals start at $293 AUD per night before taxes and fees

Verified guest reviews
Over 400 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Callicoon holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Callicoon rentals

5 Average rating
Callicoon stays are highly rated by guests—averaging 5 out of 5!
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- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Minnewaska State Park Preserve
- Elk Mountain Ski Resort
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Sunset Hill Shooting Range
- Promised Land State Park
- The Country Club of Scranton
- Plattekill Mountain
- Lackawanna State Park
- Claws 'N' Paws
- Tobyhanna State Park
- Warwick Valley Winery & Distillery
- Ventimiglia Vineyard
- Three Hammers Winery




